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Michael DiLeonardo (born June 18, 1955) is a former Italian-American mobster who rose to position of
caporegime A caporegime or capodecina, usually shortened to capo or informally referred to as "captain" or "skipper", is a rank used in the Mafia (both the Sicilian Mafia and Italian-American Mafia) for a ''made member'' of an Italian crime family who hea ...
in the
Gambino crime family The Gambino crime family (pronounced ) is an Italian-American Mafia crime family and one of the "Five Families" that dominate organized crime activities in New York City, United States, within the nationwide criminal phenomenon known as the Am ...
. In the early 2000s DiLeonardo turned government witness and decided to cooperate with the FBI and managed to convict over 80 mobsters. He was temporarily in a witness protection program.


Background

Born in New York City, DiLeonardo grew up in
Bensonhurst, Brooklyn Bensonhurst is a residential neighborhood in the southwestern section of the New York City borough of Brooklyn. The neighborhood is bordered on the northwest by 14th Avenue, on the northeast by 60th Street, on the southeast by Avenue P and 22nd ...
. He lived there until 1998, when he moved to
Eltingville, Staten Island Eltingville is a neighborhood in the Staten Island borough of New York City, United States. It is located on Staten Island's South Shore, immediately to the south of Great Kills and north of Annadale. The main commercial area of Eltingville ex ...
. At age 10, DiLeonardo was scarred on the face by a dog attack, resulting in the nickname "Mikey Scars". His parents were second-generation immigrants, his father's parents immigrants from
Bisacquino Bisacquino ( Sicilian: ''Busacchinu'') is a town and '' comune'' in the Metropolitan City of Palermo in Sicily, Italy. It is located from Agrigento and has approximately 4,500 inhabitants. The small town rises on an inner hill zone and is abov ...
,
Sicily Sicily ( it, Sicilia , ) is the list of islands in the Mediterranean, largest island in the Mediterranean Sea and one of the 20 regions of Italy, regions of Italy. The Strait of Messina divides it from the region of Calabria in Southern Italy. I ...
. His mother was a seamstress and his father was a professional bowler. DiLeonardo had two brothers;
Colombo crime family The Colombo crime family (, ) is an Italian American Mafia crime family and is the youngest of the "Five Families" that dominate organized crime activities in New York City within the criminal organization known as the American Mafia. It was dur ...
mobster Robert DiLeonardo (who was murdered July 16, 1981 on orders of Cosa Nostra, thus Michael could not retaliate) and James (Giovanni) DiLeonardo. DiLeonardo's grandfather, Vincenzo DiLeonardo, was a captain in the Brooklyn faction run by
Salvatore D'Aquila Salvatore "Toto" D'Aquila (; November 7, 1873 – October 10, 1928) was an early Italian-American Mafia boss in New York City of the D'Aquila crime family, what would later become known as the Gambino crime family. Early life and career Salv ...
who was the boss of bosses at that time.. As a young boy, DiLeonardo met Gambino boss
Carlo Gambino Carlo Gambino (; August 24, 1902 – October 15, 1976) was an Italian-American crime boss of the Gambino crime family. After the Apalachin Meeting in 1957, and the imprisonment of Vito Genovese in 1959, Gambino took over the Commission of ...
several times at his grandfather's house."Gambino Family Chronicles: DiLeonardo Testimony United States of America v. John A. Gotti, Jr."
The American Mafia
DiLeonardo started running with violent street gangs as a teenager. In 1973, DiLeonardo graduated from
New Utrecht High School New Utrecht High School is a public high school located in Bensonhurst, a neighborhood of Brooklyn, New York. The school is operated by the New York City Department of Education under District 20, and serves students of grades 9 to 12. It is one of ...
in Brooklyn. He attended college for eighteen months, but did not graduate. In 1985, at age 29, DiLeonardo married Antoinette "Toni" Marie Fappiano, a cousin of Gambino
underboss Underboss ( it, sottocapo) is a position within the leadership structure of certain organized crime groups, particularly in Sicilian, Greek, and Italian-American Mafia crime families. The underboss is second in command to the boss. The underb ...
Frank DeCicco Frank DeCicco (November 5, 1935 – April 13, 1986), also known as Frankie D and Frankie Cheech, was an American mobster consigliere and eventual underboss for the Gambino crime family in New York City. Background DeCicco was the son of Vincent ...
. DiLeonardo had one son with Fappiano, Michael DiLeonardo, Jr. After twelve years of marriage, DiLeonardo started an affair with Madeline Fischetti. He kept Madeline in a rented apartment in
Bay Ridge, Brooklyn Bay Ridge is a neighborhood in the southwest corner of the New York City borough of Brooklyn. It is bounded by Sunset Park to the north, Dyker Heights to the east, the Narrows and the Belt Parkway to the west, and Fort Hamilton Army Base a ...
while maintaining a home with his wife and son on
Staten Island Staten Island ( ) is a borough of New York City, coextensive with Richmond County, in the U.S. state of New York. Located in the city's southwest portion, the borough is separated from New Jersey by the Arthur Kill and the Kill Van Kull a ...
. DiLeonardo eventually divorced Antoinette and married Madelaine; they have a son Anthony. A wealthy man, DiLeonardo owned a mansion on
Staten Island Staten Island ( ) is a borough of New York City, coextensive with Richmond County, in the U.S. state of New York. Located in the city's southwest portion, the borough is separated from New Jersey by the Arthur Kill and the Kill Van Kull a ...
overlooking
Raritan Bay Raritan Bay is a bay located at the southern portion of Lower New York Bay between the U.S. states of New York and New Jersey and is part of the New York Bight. The bay is bounded on the northwest by New York's Staten Island, on the west by Pe ...
.


Mob life

By age 21, DiLeonardo had started working for the Gambino family. Since the 1960s, he had been running errands for tips from several Gambino associates. They would give him money for his pocket, he would do things like vandalize and assaults for them. DiLeonardo frequently visited the Veterans and Friends social club in Brooklyn run by boss
Paul Castellano Constantino Paul Castellano (; June 26, 1915 – December 16, 1985), was an American crime boss who succeeded Carlo Gambino as head of the Gambino crime family. Castellano was killed in an unsanctioned hit on December 16, 1985. Early life Cas ...
. However, DiLeonardo considered capo Paul Zaccaria and Jerry D'aquila to be his mentors in the family. In 1980, DiLeonardo opened a social club a block away from the Veterans' Club. In early 1981, he moved the club to a different location in Brooklyn. A successful venture, the club's customers included Gambino soldiers Salvatore "Sammy the Bull" Gravano and Frank DeCicco. DiLeonardo also used his club as a headquarters for his bookmaking and loansharking, gambling operations. He was successful and then went into a business venture and became partners in a produce market with Peter Castellano, cousin to Paul Castellano. During the mid 1980s, DiLeonardo became a close friend of
John A. Gotti John Angelo Gotti (born February 14, 1964) is an American former mobster who was the acting boss of the Gambino crime family from 1991 to 1999. Gotti became acting boss when the boss of the family, his father John Gotti, was sent to prison. The ...
, commonly known as "Junior", who was the son of future boss
John J. Gotti John Joseph Gotti Jr.Capeci, Mustain (1996), pp. 25–26 (, ; October 27, 1940 – June 10, 2002) was an American gangster and boss of the Gambino crime family in New York City. He ordered and helped to orchestrate the murder of Gambino boss ...
. Junior Gotti eventually named DiLeonardo as godfather for his second son. On July 16, 1981, DiLeonardo's brother Robert was killed in a mob-related shooting. DiLeonardo wanted to kill the shooter, but boss Castellano ordered him to stay out because it was related to internal Colombo business. In the 1980s, DiLeonardo maintained so-called legitimate jobs as a shop foreman for teamsters local 282. DiLeonardo soon opened his own construction company, Metropolitan Stone, with Edward Garofalo, Gravano's brother-in-law.


The Gotti era

On December 16, 1985, Castellano was killed on orders from John J. Gotti, who became the family boss. With Frank DeCicco now becoming underboss, DiLeonardo had Lilo Garafola as his capo. Soon after, DiLeonardo was reporting to Gotti's
Ravenite Social Club The Ravenite Social Club was an Italian American heritage club at 247 Mulberry Street, in Little Italy, New York City. It was used as a mob hangout and the storefront later became a shoe store, and as of 2022 is a men's clothing store. History T ...
in
Little Italy, Manhattan Little Italy (also it, Piccola Italia) is a neighborhood in Lower Manhattan in New York City, known for its large Italian population. It is bounded on the west by Tribeca and Soho, on the south by Chinatown, on the east by the Bowery and Low ...
three to four times per week. After John A Gotti rose to power, DiLeonardo was with capo
Jackie D'Amico John "Jackie" D'Amico (born July 11, 1937) is a New York City mobster and caporegime who served as street boss of the Gambino crime family from 2005 to 2011. "Street boss" had been the family's number one position ever since official Boss Peter ...
after Lilo Garafalo died. In April 1986, DiLeonardo was at the Veterans and Friend Club then run by Frank DeCicco on the day Frank was killed by a car bomb. Gravano, Garafalo, and Joe DeCicco went over to try and pull Frank out of the car and help Frank Bellino who survived the blast. On December 24, 1988, DiLeonardo and Junior Gotti were inducted into the Gambino family in a Manhattan ceremony conducted by Gravano, now
consigliere Consigliere ( , ; plural ) is a position within the leadership structure of the Sicilian, Calabrian, and Italian-American Mafia. The word was popularized in English by the novel ''The Godfather'' (1969) and its film adaptation. In the novel, a c ...
. In 1989, DiLeonardo helped arrange the murder of publisher and sanitation business owner Fred Weiss. Boss John J. Gotti had ordered Weiss' death because he believed Weiss was planning to testify against Gambino soldier Angelo Paccione and Jimmy Brown Fialla. Gunmen from the
DeCavalcante crime family The DeCavalcante crime family, also known as the North Jersey Mafia, is an Italian-American Mafia organized crime family that operates mainly in northern New Jersey, particularly in Elizabeth, Newark, West New York, and various other North Je ...
in
New Jersey New Jersey is a state in the Mid-Atlantic and Northeastern regions of the United States. It is bordered on the north and east by the state of New York; on the east, southeast, and south by the Atlantic Ocean; on the west by the Delaware ...
shot and killed Weiss outside his apartment building in
Staten Island, New York Staten Island ( ) is a borough of New York City, coextensive with Richmond County, in the U.S. state of New York. Located in the city's southwest portion, the borough is separated from New Jersey by the Arthur Kill and the Kill Van Kull and ...
. During the mid-1990s, DiLeonardo supervised
loan sharking A loan shark is a person who offers loans at extremely high interest rates, has strict terms of collection upon failure, and generally operates outside the law. Description Because loan sharks operate mostly illegally, they cannot reasonably ...
and other illegal activities from the Royal Crown Bakery in
Grasmere, Staten Island Grasmere is the name of a neighborhood located on the East Shore of Staten Island, one of the five boroughs of New York City. Grasmere although crossed by major roads has retained its quiet suburban character. The area and adjoining Concord w ...
. DiLeonardo owned several tattoo parlors in Brooklyn, Queens and Staten Island. In addition, DiLeonardo claimed Staten Island mobster turned
Miami Miami ( ), officially the City of Miami, known as "the 305", "The Magic City", and "Gateway to the Americas", is a coastal metropolis and the county seat of Miami-Dade County in South Florida, United States. With a population of 442,241 at the ...
club owner Chris Paciello as a Gambino mob associate. However, Colombo crime family capo "Wild Bill" Cutolo claimed Paciello as a Colombo associate. In 1996, DiLeonardo met with Colombo acting boss Alphonse "Allie Boy" Persico to settle the dispute. As a result, Paciello was allowed to choose which family to be associated with, and he chose the Colombos.


DiLeonardo's rise and fall

In late 1992, boss John J. Gotti was convicted of murder and racketeering based on Gravano's testimony. In the shakeup that followed, DiLeonardo was promoted to captain. DiLeonardo's crew was given control of the family's construction and trucking rackets, and also control of the 18th ave crew. This included receiving monthly payments from Scara-Mix Concrete Company on Staten Island, which was owned by Philip; the son of Paul Castellano. DiLeonardo also moved his crew into
Wall Street Wall Street is an eight-block-long street in the Financial District of Lower Manhattan in New York City. It runs between Broadway in the west to South Street and the East River in the east. The term "Wall Street" has become a metonym for t ...
, using pump-and-dump stock scams to earn the Gambinos money. DiLeonardo became a close associate of Junior Gotti and assisted him when he was promoted to acting boss. On one occasion, a member of DiLeonardo's crew, Tommy Cherubino, hid some
submachine gun A submachine gun (SMG) is a magazine-fed, automatic carbine designed to fire handgun cartridges. The term "submachine gun" was coined by John T. Thompson, the inventor of the Thompson submachine gun, to describe its design concept as an automa ...
s for Gotti Jr. In 1997, DiLeonardo and Garafola sold Metropolitan Stone because the City of New York had revoked Metropolitan's operating permit due to organized crime affiliations. By that time, he was also in control of captain Danny Marino's crew when Marino went to prison.


Defection and government informant

In September 2000, DiLeonardo was indicted in Atlanta, Georgia, on racketeering, extortion, and money laundering charges, He was specifically charged with extorting cash payments from Scores, a high end
strip club A strip club is a venue where strippers provide adult entertainment, predominantly in the form of striptease or other erotic or exotic dances. Strip clubs typically adopt a nightclub or bar style, and can also adopt a theatre or cabaret-style. A ...
in
Manhattan Manhattan (), known regionally as the City, is the most densely populated and geographically smallest of the five boroughs of New York City. The borough is also coextensive with New York County, one of the List of counties in New York, origin ...
and The Gold Club in Atlanta. On August 30, 2001, after a four-month trial, DiLeonardo was acquitted on all charges. In late 2001, Peter Gotti was made boss of the Gambinos. In June 2002, DiLeonardo was indicted for labor
racketeering Racketeering is a type of organized crime in which the perpetrators set up a coercive, fraudulent, extortionary, or otherwise illegal coordinated scheme or operation (a "racket") to repeatedly or consistently collect a profit. Originally and o ...
,
extortion Extortion is the practice of obtaining benefit through coercion. In most jurisdictions it is likely to constitute a criminal offence; the bulk of this article deals with such cases. Robbery is the simplest and most common form of extortion, a ...
, loan sharking,
witness tampering Witness tampering is the act of attempting to improperly influence, alter or prevent the testimony of witnesses within criminal or civil proceedings. Witness tampering and reprisals against witnesses in organized crime cases have been a difficul ...
, and the murder of Fred Weiss. While awaiting trial, the Gambino family administration stopped all money going to him. When DiLeonardo asked why this was happening, they said he was robbing the family. DiLeonardo claimed that he was not robbing anyone in the family, and that the accusation was untrue. DiLeonardo sent a message back saying "I don't remember dying or getting life in prison. I may come home one day." The Gambino family then shelved him. That was the turning point for DiLeonardo, and he testified how it was a betrayal on their part and how it crushed him. Finally, DiLeonardo decided to cooperate with the federal government. DiLeonardo later said that in 2002, the thought of having to testify against his friend Junior Gotti and others that were close to him led him to a suicide attempt. Other source say that his son's anger at him for becoming a government witness prompted the attempt. He provided damaging testimony against Peter Gotti, Louis "Big Lou" Vallario, Frank Fappiano,
Richard V. Gotti Richard V. Gotti (born 1942) is an American mobster in the Gambino crime family. Gotti was born in the Bronx, New York, in 1942. He was one of 13 children (two had died at birth) of John Joseph Gotti Sr. and Philomena "Fannie" DeCarlo. Gotti's br ...
, Richard G. Gotti, and Michael Yanotti. DiLeonardo also testified at the four mistrials in which Junior Gotti was charged with ordering the 1992 abduction and assault of radio commentator
Curtis Sliwa Curtis Sliwa (; born March 26, 1954) is an American activist, radio talk show host and founder and chief executive officer of the Guardian Angels, a nonprofit organization for unarmed crime prevention. Sliwa was the Republican nominee for the ...
."Mob Turncoat Breaks Vow Of Silence"
CBSNews.com
Finally, in October 2006, DiLeonardo testified against former Colombo crime family acting boss
Alphonse Persico Alphonse T. Persico, known as Little Allie Boy or just Allie Boy (born February 8, 1954), is the acting boss of the Colombo crime family, and son of crime boss Carmine Persico. Background On February 8, 1954, Alphonse T. Persico was born in New ...
, and underboss
John "Jackie" DeRoss John J. DeRoss (July 17, 1937), also known as Jackie or Jackie Zambooka, is a former underboss in the Colombo crime family. Capo and control over local 100 John DeRoss is the father of Colombo family mobsters Jack J. DeRoss and Jamie T. DeRoss. He ...
in their trial for the 1999 murder of former underboss
William Cutolo William Cutolo (June 6, 1949 – May 26, 1999), also known as "Billy Fingers" and "Wild Bill", was a Brooklyn mobster in the Colombo crime family who rose to the position of under boss and was heavily involved in labor racketeering. Cutolo p ...
. That case ended in a
mistrial In law, a trial is a coming together of parties to a dispute, to present information (in the form of evidence) in a tribunal, a formal setting with the authority to adjudicate claims or disputes. One form of tribunal is a court. The tribunal, ...
. In their second trial, they both would be convicted. DiLeonardo testified a record 15 times, more than any other "made" Mafia member to date. On September 9, 2011, a judge sentenced DiLeonardo to time already served in prison – 36 months, and released him from confinement. He and his second family are now in the federal
Witness Protection Program Witness protection is security provided to a threatened person providing testimonial evidence to the justice system, including defendants and other clients, before, during, and after a trial, usually by police. While a witness may only require p ...
.


References


Last Days of the Gotti Gang – Part Nine: The Three Victims
by J. R. de Szigethy and Lou Eppolito Jr. {{DEFAULTSORT:Dileonardo, Michael 1955 births American gangsters of Italian descent Gambino crime family Living people People who entered the United States Federal Witness Protection Program Dog attack victims People from Bensonhurst, Brooklyn New Utrecht High School alumni People from Eltingville, Staten Island